Experimental and theoretical studies of the vibrational spectrum of 5-hydroxytryptamine


Bayari S., Saglam S., Ustundag H.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.726, pp.225-232, 2005 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 726
  • Publication Date: 2005
  • Doi Number: 10.1016/j.theochem.2005.02.078
  • Title of Journal : JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
  • Page Numbers: pp.225-232
  • Keywords: 5-hydroxytryptamine, infrared spectra, molecular calculations, INDOLE, SEROTONIN, BIOMOLECULES, WATER

Abstract

5-Hydroxytryptamine (serotonin, 5-HT) is a hormone and a neurotransmitter found in the central nervous system. The conformational flexibility of the alkyl side chains in 5-HT plays an important role in its binding to receptor sites. The FTIR spectra of 5-hydroxytryptamine in 14 solution and as a solid form were obtained in the range of 4000-400 cm(-1). Geometry optimization based on molecular mechanics (using MM + force field), semi-empirical quantum mechanical calculations (using AM1, PM3 and MINDO) and HF and B3LYP levels using the 321 G and 6-31 (d) basic sets were performed. The calculated geometric parameters were compared to the corresponding X-ray structure of 5-hydroxytryptamine. For the optimized structures by semi-empirical, ab initio and DFT calculations, vibrational spectra were also generated. The assignments of the observed bands corresponding to 5-HT were made on the basis of such calculation and the comparison with related molecules. (c) 2005 Elsevier B.V. All rights reserved.